Volume 31, Issue 51
Heterocyclic Compounds
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ChemInform Abstract: Amination of Bis(trimethylsilyl)-1,2-bisketene with Secondary Amines: Formation of Aminodihydrofuranones.

Annette D. Allen

Annette D. Allen

Dep. Chem., Univ. Toronto, Toronto, Ont. M5S 3H6, Can.

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Wen-wei Huang

Wen-wei Huang

Dep. Chem., Univ. Toronto, Toronto, Ont. M5S 3H6, Can.

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Patrick A. Moore

Patrick A. Moore

Dep. Chem., Univ. Toronto, Toronto, Ont. M5S 3H6, Can.

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Adel Rafai Far

Adel Rafai Far

Dep. Chem., Univ. Toronto, Toronto, Ont. M5S 3H6, Can.

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Thomas T. Tidwell

Thomas T. Tidwell

Dep. Chem., Univ. Toronto, Toronto, Ont. M5S 3H6, Can.

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First published: 31 May 2010

Abstract

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ChemInform Abstract

Treatment of the bisketene (I) with 1 equiv. of secondary amines results in unexpected and efficient formation of isoimides like (III). The latter can smoothly be transformed into maleamides via silyloxy furan intermediates.

chemical structure image

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